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Cayman Islands Vacation Packages

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Cayman Islands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,402, price is now $1,113 per person
$1,113
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $4,068, price is now $2,286 per person
$2,286
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $3,340, price is now $2,543 per person
$2,543
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 4-star beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $4,869, price is now $3,766 per person
$3,766
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 4-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,405, price is now $1,884 per person
$1,884
per person
Dec 18 - Dec 23
found 7 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $3,313, price is now $2,655 per person
$2,655
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 4-star beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Save 100% on your flight
Price was $2,388, price is now $1,937 per person
$1,937
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,441, price is now $1,199 per person
$1,199
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 3.5-star beach hotel in East End. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Wreck of the Ten Sails are located nearby.

3-4 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $2,376, price is now $1,825 per person
$1,825
per person
Dec 5 - Dec 8
found 2 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $5,428, price is now $2,892 per person
$2,892
per person
Dec 30 - Jan 2
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $3,363, price is now $1,969 per person
$1,969
per person
Dec 30 - Jan 2
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,781, price is now $5,033 per person
$5,033
per person
Dec 5 - Dec 8
found 2 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)

5-7 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $2,222, price is now $1,582 per person
$1,582
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $2,790, price is now $1,989 per person
$1,989
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $3,340, price is now $2,543 per person
$2,543
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $4,869, price is now $3,766 per person
$3,766
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way, Seven Mile Beach
Stay at this 4-star resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
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Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
Opens in a new windowGrand Cayman Marriott Resort
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Opens in a new windowThe Locale Hotel Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and ...
Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
KY1-1206, Seven Mile Beach Corridor, 1240 W. Bay Rd., Seven Mile Beach, Grand Cayman
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile ...
Opens in a new windowGovernors Village Seven Mile Beach Corridor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Thu, Nov 13 - Thu, Nov 20
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Nov 13 from John F. Kennedy Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at $308 found 5 days ago
Porter Airlines
Thu, Jan 1 - Tue, Apr 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$316 Roundtrip, found 6 days ago
$316
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Thu, Jan 1 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 7, priced at $316 found 6 days ago
Air Canada
Wed, Nov 5 - Fri, Nov 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Nov 5 from Logan Intl. to Owen Roberts Intl., returning Fri, Nov 7, priced at $380 found 3 days ago
WestJet
Thu, Mar 19 - Thu, Mar 26
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
$421 Roundtrip, found 1 hour ago
$421
Roundtrip
found 1 hour ago
Select WestJet flight, departing Thu, Mar 19 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Mar 26, priced at $421 found 1 hour ago